7397-68-4

Basic information

• Product Name: 1,3-DIHYDRO-2H-IMIDAZO[4,5-C]PYRIDIN-2-ONE
• Synonyms: 5-AZOBENZIMIDAZOLONE;1,3-DIHYDRO-2H-IMIDAZO[4,5-C]PYRIDIN-2-ONE;1H-IMidazo[4,5-c]pyridin-2(3H)-one;3H-imidazo[4,5-c]pyridin-2-ol;BI06010-1
• CAS NO: 7397-68-4
• Molecular Formula: C₆H₅N₃O
• Molecular Weight: 135.12
• Mol File: 7397-68-4.mol
• Article Data: 11

Chemical Properties

• Melting Point: 308-310 °C
• Boiling Point: 146.7±9.0 °C(Predicted)
• Appearance: /
• Density: 1.346±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 12.27±0.20(Predicted)
• CAS DataBase Reference: 1,3-DIHYDRO-2H-IMIDAZO[4,5-C]PYRIDIN-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-DIHYDRO-2H-IMIDAZO[4,5-C]PYRIDIN-2-ONE(7397-68-4)
• EPA Substance Registry System: 1,3-DIHYDRO-2H-IMIDAZO[4,5-C]PYRIDIN-2-ONE(7397-68-4)

Safety Data

• Hazardous Substances Data: 7397-68-4(Hazardous Substances Data)

Usage

Uses

1H-Imidazo[4,5-c]pyridin-2(3H)-one is used as a reactant in the regiospecific preparation of cyclic ureas using selective protection by alkoxycarbonyl groups.

Upstream product

• 54-96-6 3,4-diaminopyridine 
• 57-13-6 urea 
• 1839-17-4 3-amino-4-(methylamino)pyridine 
• 31481-86-4 3-amino-4-hydrazinopyridine 
• 124897-41-2 4-(β-Hydroxyethylamino)-3-aminopyridine 
• 530-62-1 1,1'-carbonyldiimidazole 
• 452-58-4 2,3-Diaminopyridine 
• 79546-31-9 N-(4-pyridyl) methyl carbamate 
• 98400-69-2 N-(4-pyridyl) t-butyl carbamate 
• 98279-90-4 methyl (3-nitropyridin-4-yl)carbamate 
• 90223-38-4 3-nitro-4-pyridinylcarbamic acid ethyl ester 
• 904294-61-7 3-amino-4-pyridinylcarbamic acid ethyl ester 
• 623562-26-5 3-amino-4-pyridylcarbamic acid methyl ester 
• 183311-28-6 (3-Amino-pyridin-4-yl)-carbamic acid tert-butyl ester 

Downstream Products

• 105953-07-9 5-amino-1,3-dihydroimidazo<4,5-c>pyridin-2-onium mesitylenesulfonate 
• 1456504-89-4 (S)-5,5-dimethyl-3-(4-(2-oxo-1H-imidazo[4,5-c]pyridin-3(2H)-yl)phenyl)-4-phenyloxazolidin-2-one 
• 1456504-90-7 (S)-5,5-dimethyl-3-(4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-c]pyridin-1-yl)phenyl)-4-phenyloxazolidin-2-one 
• 1196074-80-2 1-[(2S)-3-(benzyloxy)-2-hydroxypropyl]-1,3-dihydro-2H-imidazo[4,5-c]pyridin-2-one 
• 105953-22-8 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-6-ethoxycarbonyl-1,3-dihyroimidazo<4,5-d><1,2>diazepin-2-one 
• 105953-21-7 3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-6-ethoxycarbonyl-1,3-dihyroimidazo<4,5-d><1,2>diazepin-2-one 
• 161468-64-0 3-(Phenylmethyl)-2,3-dihydro-2-oxo-1H-imidazo<4,5-c>pyridine-1-carboxylic acid 1,1-dimethylethyl ester 
• 1025897-33-9 1-(Cyclohexylmethyl)-1,2-dihydro-2-oxo-3H-imidazo<4,5-c>pyridine-3-carboxylic acid 1,1-dimethylethyl ester 
• 105953-14-8 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-1,3-dihydroimidazo<4,5-c>pyridin-2-one 
• 105953-15-9 3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-1,3-dihydroimidazo<4,5-c>pyridin-2-one 
• 71703-03-2 4-amino-1,3-dihydro-2H-imidazo<4,5-c>pyridin-2-one 

Relevant articles and documents

1,3-Dihydro-2H-imidazo[4,5-c]pyridin-2-one

A facile acid catalysed cyclisation method for the preparation of the cyclic urea 2H-imidazo[4,5-c]pyridin-2-one (2) in > 95% yield is reported. The biologically active compound 2 can be obtained by heating (3-amino-4-pyridinyl)-carbamic acid methyl, ethyl or tert-butyl esters (1a-c) in sulfuric acid (0.1%) or in aqueous HBF4 (3.5 equivalents) for 10 min. - 3 hrs at 90 °C. The corresponding microwave-promoted (MW) reactions afforded the pure product 2 within few minutes. The 6-butylamino-substituted analogue (2a) was correspondingly obtained by MW irradiation in 99% yield by cyclisation of 2-(butylamino)-5-amino-4-pyridylcarbamic acid isopropyl ester (1d). Quantitative precipitation of product 2 was obtained by pH adjustment. The process represents a solvent-free, "green" method for the preparation of 2.

TRICYCLIC ANILIDE HETEROCYCLIC CGRP RECEPTOR ANTAGONISTS

Compounds of formula I: wherein variables A1, A2, B, m, n, J, R4, G1, G2, G3 and Y are as described herein, which are antagonists of CGRP receptors and which are useful in the treatment or prevention of diseases in which the CGRP is involved, such as migraine. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which CGRP is involved.

SPIROHYDANTOIN TRICYCLIC CGRP RECEPTOR ANTAGONISTS

Compounds of formula I: (wherein variables A1, A2, A3, A4, A5, A6, A7, B1, B2, B3, B4, D1, D2, E1, E2, E3, E4, E5, G1, G2, R6, T, U, V, W, X, Y and Z are as described herein) which are antagonists of CGRP receptors and which are useful in the treatment or prevention of diseases in which the CGRP is involved, such as migraine. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which CGRP is involved.